Process for preparing 2-pyrrolidones
2-Pyrrolidones can be prepared by simultaneous reaction of maleic acid, ammonia or a primary amine and hydrogen at elevated temperature and elevated pressure in the liquid phase over a supported catalyst, with the supported catalyst containing both palladium and rhenium in metallic or bound form.
Latest Bayer Aktiengesellschaft Patents:
- MULTIMERIC CHELATOR COMPOUNDS FOR USE IN TARGETED RADIOTHERAPY
- MACHINE LEARNING IN THE FIELD OF CONTRAST-ENHANCED RADIOLOGY
- Covalent PPARG inverse-agonists
- Inhibitor of ATR kinase for use in a method of treating a hyper-proliferative disease
- Process monitoring and control of filtration by means of filtrate measurements
Claims
1. A process for preparing a 2-pyrrolidone of the formula ##STR2## where R.sup.1 is straight-chain or branched C.sub.1 -C.sub.20 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl or C.sub.7 -C.sub.10 -aralkyl,
- R.sup.1 is as defined above,
2. The process of claim 1, wherein the primary amine reacted has the formula
- R.sup.11 is straight-chain or branched C.sub.1 -C.sub.10 -alkyl, cyclopropyl, cyclopentyl, cyclohexyl or benzyl.
3. The process of claim 2, wherein the primary amine reacted has the formula
- R.sup.21 is methyl or octyl.
4. The process of claim 1, which is carried out at from 200 to 320.degree. C.
5. The process of claim 4, which is carried out at from 240 to 300.degree. C.
6. The process of claim 1, which is carried out at from 50 to 200 bar.
7. The process of claim 6, which is carried out at from 70 to 150 bar.
8. The process of claim 1, wherein palladium is present in an amount of from 1 to 12% by weight and rhenium is present in an amount of from 1 to 8% by weight and the sum of the two metals is from 3 to 13% by weight, all calculated as metal and based on the total weight of the supported catalyst.
9. The process of claim 1, wherein palladium and rhenium are present in a weight ratio of Pd:Re=1.5-10:1.
10. The process of claim 9, wherein palladium and rhenium are present in a weight ratio of Pd:Re=2-6:1.
11. The process of claim 1, wherein the support used is carbon, Al.sub.2 O.sub.3, ZrO.sub.2 or SiO.sub.2.
12. The process of claim 11, wherein the support used is carbon having an internal surface area of from 50 to 2000 m.sup.2 /g.
13. The process of claim 12, wherein the support used is activated carbon having an internal surface area of from 400 to 2000 m.sup.2 /g.
| 3884936 | May 1975 | Hollstein |
| 4157989 | June 12, 1979 | Antos |
| 4420620 | December 13, 1983 | Murib |
| 4800227 | January 24, 1989 | Matson |
| 5157127 | October 20, 1992 | Weyer et al. |
| 5276165 | January 4, 1994 | Weyer et al. |
| 5434273 | July 18, 1995 | Weyer et al. |
| 5478950 | December 26, 1995 | Bergfeld et al. |
| 0 105 663 A3 | April 1984 | EPX |
| 0 147 219 A3 | July 1985 | EPX |
| 0 166 619 A3 | January 1986 | EPX |
| 0 361 484 A3 | April 1990 | EPX |
| 0460474 | December 1991 | EPX |
| 0 545 150 A1 | June 1993 | EPX |
| 2 200 600 | August 1972 | DEX |
| 2445871 | April 1975 | DEX |
| 212181 | February 1984 | CHX |
| 1439558 | June 1976 | GBX |
| 1 439 558 | June 1979 | GBX |
- Chemical Abstracts, Vo. 101, p. 687, abstract No. 171086r, abstract of CS212,181 (1984).
Type: Grant
Filed: May 24, 1996
Date of Patent: Jun 15, 1999
Assignee: Bayer Aktiengesellschaft (Leverkusen)
Inventors: Lutz Frohn (Erkrath), Jorg-Dietrich Jentsch (Mulheim), Eberhard Zirngiebl (Cologne)
Primary Examiner: Johann Richter
Assistant Examiner: Laura R. C. Lutz
Law Firm: Sprung Kramer Schaefer & Briscoe
Application Number: 8/656,001
International Classification: C07D207267;
